Acids Direct 2-Styrylcyclobutanone into Two Distinctly Different Reaction Pathways
摘要:
Two structurally distinct carbocycles were selectively obtained by the reactions of 2-(o-styryl)cyclobutanones promoted by ytterbium salts. Treatment of the cyclobutanones with YbCl3 in 1,4-dioxane at 100 degrees C afforded 2-(2-chloroethyl)naphthalenes. On the other hand, the reaction with Yb(OTf)(3) in chlorobenzene at 130 degrees C gave 9,10-dihydrobenzocycloocten-7(8H)-ones.
Sharma Pradeep K., Synth. Commun., 23 (1993) N 3, S 389-394
作者:Sharma Pradeep K.
DOI:——
日期:——
A New Synthesis of<i>trans</i>-3,4-Dihydroxy-<i>anti</i>-1,2-epoxy-1,2,3,4-tetrahydro-7,12-dimethylbenz(a) anthracene
作者:Pradeep K. Sharma
DOI:10.1080/00397919308009793
日期:1993.2
Abstract A facile synthesis of trans-3,4-dihydroxy-anti-1,2-epoxy-1,2,3,4-tetrahydro-7,12-dimethylbenz(a) anthracene 1 ; a highly carcinogenic metabolite of 7,12-dimethylbenz(a) anthracene (DMBA) have been described.
Two structurally distinct carbocycles were selectively obtained by the reactions of 2-(o-styryl)cyclobutanones promoted by ytterbium salts. Treatment of the cyclobutanones with YbCl3 in 1,4-dioxane at 100 degrees C afforded 2-(2-chloroethyl)naphthalenes. On the other hand, the reaction with Yb(OTf)(3) in chlorobenzene at 130 degrees C gave 9,10-dihydrobenzocycloocten-7(8H)-ones.